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碘/二甲基亚砜介导的氧化碳-碳和碳-杂原子键形成:一种化学合成的可持续方法。

I/DMSO-mediated oxidative C-C and C-heteroatom bond formation: a sustainable approach to chemical synthesis.

作者信息

Singhal Rakshanda, Choudhary Satya Prakash, Malik Babita, Pilania Meenakshi

机构信息

Department of Chemistry, Manipal University Jaipur VPO- Dehmi-Kalan, Off Jaipur-Ajmer Express Way Jaipur 303007 Rajasthan India

出版信息

RSC Adv. 2024 Feb 14;14(9):5817-5845. doi: 10.1039/d3ra08685b.

Abstract

The I/DMSO pair has emerged as a versatile, efficient, practical, and eco-friendly catalyst system, playing a significant role as a mild oxidative system, and thus employed as a good alternative to metal catalysts in synthetic chemistry. Presently, I/DMSO is a thriving catalytic system that is used in preparing C-C and C-X (X = O/S/N/Se/Cl/Br) bonds, resulting in the formation of various bioactive molecules. Many processes utilize this system, including glyoxal synthesis by diverse sp, sp, and sp functionalities iodination and subsequent Kornblum oxidation. Focusing on oxidation processes, this study examines the synergistic effect of dimethyl sulfoxide (DMSO) and molecular iodine in improving synthetic techniques. We provide a comprehensive overview of the research progress on the I/DMSO catalytic system for the formation of C-C and C-heteroatom bonds from 2018 to the present. Additionally, the future prospects of this research field are discussed.

摘要

I/DMSO组合已成为一种通用、高效、实用且环保的催化体系,作为一种温和的氧化体系发挥着重要作用,因此在合成化学中被用作金属催化剂的良好替代品。目前,I/DMSO是一种蓬勃发展的催化体系,用于制备碳-碳键和碳-杂原子键(X = O/S/N/Se/Cl/Br),从而形成各种生物活性分子。许多过程都利用该体系,包括通过不同的sp、sp²和sp³官能团合成乙二醛、碘化以及随后的科恩布卢姆氧化反应。着眼于氧化过程,本研究考察了二甲基亚砜(DMSO)和分子碘在改进合成技术方面的协同作用。我们全面概述了2018年至今I/DMSO催化体系在形成碳-碳键和碳-杂原子键方面的研究进展。此外,还讨论了该研究领域的未来前景。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2364/10866128/931032741a82/d3ra08685b-f1.jpg

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